Hydrochloric Acid → N-(1-benzylpiperid-4-yl)-2-methoxy-4-amino-5-nitrobenzamide hydrochloride

HRID 1494531Notes

Reaction equation

HRID 1494531 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:31])[C:16]2[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[C:19]([NH:25]C(=O)C)=[CH:18][C:17]=2[O:29][CH3:30])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:32].CO>O>[ClH:32].[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([NH:14][C:15](=[O:31])[C:16]2[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[C:19]([NH2:25])=[CH:18][C:17]=2[O:29][CH3:30])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12821273N-(1-benzylpiperid-4-yl)-2-methoxy-4-acetamido-5-nitrobenzamide

Product 1

HCID 12821242N-(1-benzylpiperid-4-yl)-2-methoxy-4-amino-5-nitrobenzamide hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-(1-benzylpiperid-4-yl)-2-methoxy-4-acetamido-5-nitrobenzamide (4.26 g; 0.01 mol) [prepared by the procedure described in Example 1], concentrated hydrochloric acid (5 ml), methanol (40 ml) and water (40 ml) was boiled under reflux for 2 hours. The solvent was removed in vacuo and the solid recrystallized from ethanol to give 3.4 g of N-(1-benzylpiperid-4-yl)-2-methoxy-4-amino-5-nitrobenzamide hydrochloride, m.p. 218°-220° C. (dec).

Workup

  1. customprepared by the procedure
  2. temperatureunder reflux for 2 hours
  3. customThe solvent was removed in vacuo
  4. customthe solid recrystallized from ethanol

Sources & evidence

ORD record
ord-b9e433fd3e494c988d0d499ffeaf0993
Source dataset
uspto-grants-1991_06
Patent number
US05026858

Reaction notes

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